A simple copper(II) dppy-based receptor for sensing of L-cysteine and L-histidine in aqueous acetonitrile medium

Journal article


Das, D., Roy, A., Sutradhar, S., Fantuzzi, F. and Ghosh B.N. (2023). A simple copper(II) dppy-based receptor for sensing of L-cysteine and L-histidine in aqueous acetonitrile medium. Sensors & Diagnostics. 2 (6), pp. 1649-1657. https://doi.org/10.1039/D3SD00183K
AuthorsDas, D., Roy, A., Sutradhar, S., Fantuzzi, F. and Ghosh B.N.
Abstract

The development of simple yet efficient receptors that rapidly detect and monitor amino acids with high sensitivity and reliability is crucial for the early-stage identification of various diseases. In this work, we report the synthesis and characterisation of a copper(II) complex, CuCl2L, by employing a 2,6-dipyrazinylpyridine (dppy)-based ligand (L = 2,2′-(4-(3,4,5-trimethoxyphenyl)pyridine-2,6-diyl)dipyrazine). The in situ prepared CuCl2L receptor exhibits an instantaneous response to the presence of L-cysteine (Cys) and L-histidine (His) in aqueous acetonitrile (4[thin space (1/6-em)]:[thin space (1/6-em)]1 v/v, 10 mM HEPES buffer, pH 7.4). Furthermore, competitive experiments demonstrate the selectivity of CuCl2L towards Cys (1 equiv.) in the vicinity of other L-amino acids in the aforementioned solvent conditions. The detection limits for Cys and His are calculated as 0.33 μM and 1.40 μM, respectively. DFT calculations offer a plausible explanation for the observed selectivity of the CuCl2L receptor towards Cys and His. They reveal that the most stable conformer of Cu[thin space (1/6-em)]:[thin space (1/6-em)]Cys complex (1[thin space (1/6-em)]:[thin space (1/6-em)]1) is a five-membered ring formed through N,S-coordination mode (ΔG = −26.7 kcal mol−1) over various other possible coordination modes, while comparable ΔG values are only obtained for Cu[thin space (1/6-em)]:[thin space (1/6-em)]His complexes featuring two His moieties.

Year2023
JournalSensors & Diagnostics
Journal citation2 (6), pp. 1649-1657
PublisherRoyal Society of Chemistry (RSC)
ISSN2635-0998
Digital Object Identifier (DOI)https://doi.org/10.1039/D3SD00183K
Web address (URL)https://pubs.rsc.org/en/content/articlehtml/2023/sd/d3sd00183k
Publication dates
Online21 Oct 2023
Publication process dates
Accepted19 Oct 2023
Deposited12 Dec 2023
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